Northwest Side, IL

Travel Guide

A curved pathway with a metal fence, flowering trees, and a street lamp.
The Chicago Theatre with a prominent marquee displaying movie titles.
A city skyline with several high-rise buildings, including a prominent glass skyscraper and a building with a spire.

Take a trip to Northwest Side for urban parks, local neighborhoods, and family-friendly activities amid a city backdrop.

Northwest Side is an ideal destination for family and entertainment travelers. You can explore urban parks like Garfield Park and Portage Park, which offer green spaces for relaxation and recreation. For shopping, Six Corners is a notable venue nearby, while the Irish American Heritage Center and Jefferson Memorial Park provide varied activities. If you're a sports fan, Wrigley Field is also located nearby, making it a key spot for catching a game. Additionally, the Ned Brown Forest Preserve is a natural feature known for family-friendly experiences.

While you're in Northwest Side, visit some of its distinct nearby neighborhoods. O'Hare and Irving Park are known for family and city experiences, with O'Hare featuring Grandparents Park and Rosemont Theatre. Likewise, Irving Park includes venues such as Avondale Music Hall and COLOR CLUB. Another nearby area, Portage Park, is recognized for outdoor experiences and has Michella Terrace Banquet Rooms, suitable for various events. Each of these neighborhoods offers a glimpse into local life and activities.

The best time to visit Northwest Side is during the months of June to September, when the weather is mild and mostly dry. This period sees a steady flow of visitors, with a slight increase in demand during April and from June to July. If you prefer quieter times, consider visiting from October to December. Regardless of when you go, the area maintains its appeal year-round, allowing you to enjoy the various attractions and neighborhoods without significant fluctuations in crowds.

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$107 nightly
The price is $127 total per night from Nov 22 to Nov 23
$127 total
Nov 22 - Nov 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,178 reviews)
"The booking said air conditioning available but there isn’t any. The staff said all they can do is send a fan upstairs."

Reviewed on Nov 11, 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
$116 nightly
The price is $138 total per night from Nov 15 to Nov 16
$138 total
Nov 15 - Nov 16
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
The Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
$101 nightly
The price is $120 total per night from Nov 23 to Nov 24
$120 total
Nov 23 - Nov 24
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
River Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Sleeps 18 • 8BR • Game Room • Gym • Theater

Sleeps 18 • 8BR • Game Room • Gym • Theater

Chicago IL
Stay at this vacation home in Chicago. Enjoy a pool table, an in-room coffeemaker, and air conditioning. Popular attractions Wrigley Field and Rosemont Theatre ...
10/10 Exceptional! (10 reviews)
"Easy to communicate with. Clear directions."

Reviewed on Oct 11, 2026

Sleeps 18 • 8BR • Game Room • Gym • Theater
Affordable Home- Near the 606

Affordable Home- Near the 606

Chicago IL
Stay at this condo in Chicago. Enjoy free WiFi, laundry facilities, and patios. Popular attractions United Center and Wrigley Field are located nearby.
9/10 Wonderful! (36 reviews)
"Loved the house, the location, neighborhood, the 606 to the connecting parks, was incredible. Door locks are a little finicky, you got the have just the right timing between pushing buttons as well as the right pressure of pushing the buttons. If you have door locks and garage door push buttons at ..."

Reviewed on Oct 22, 2026

Affordable Home- Near the 606
Theater • Game Room • Gym • Firepit • 4BR Home

Theater • Game Room • Gym • Firepit • 4BR Home

Chicago IL
Stay at this vacation home in Chicago. Enjoy a garden, an in-room coffeemaker, and air conditioning. Popular attractions Rosemont Theatre and Portage Park are ...
10/10 Exceptional! (7 reviews)
"We had a wonderful and relaxing stay, and we were able to get some much-needed rest. The place was beautiful, clean, and comfortable. The only thing I noticed is that it takes a while for the shower to get hot, and the hot water runs out pretty quickly. But overall, it was a great stay. We only wish ..."

Reviewed on Sep 28, 2026

Theater • Game Room • Gym • Firepit • 4BR Home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Northwest Side attractions

Things to do

Cities near Northwest Side

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